☆ 4.5 Article

Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2012)

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Volume 22, Issue 6, Pages 2235-2238

Publisher

PERGAMON-ELSEVIER SCIENCE LTD

DOI: 10.1016/j.bmcl.2012.01.093

Keywords

Cyclooxygenase; COX-2 inhibitors; 5-Substituted 1H-tetrazoles

Categories

Chemistry, Medicinal Chemistry, Organic

Funding

Dianne and Irving Kipnes Foundation
Canadian Institute for Health Research (CIHR)

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Abstract

A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

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